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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 466621Generated: October 30, 2026

Phenothiazine → HCID 19814354, compound

https://huagongshe.com/reaction/466621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenothiazineHCID 7108—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 19814293HCID 19814293—
SolventDimethylformamideHCID 6228—
ProductHCID 19814354HCID 1981435457.6%

Reaction Steps

0.6 g of sodium hydride (60% oily dispersion) is added to a solution of 3.0 g of phenothiazine in 20 ml of anhydrous dimethylformamide under argon, then the reaction mixture is stirred at 50° to 60° C. for 2 hours. Thereafter, 3.9 g of 8-(3-chloropropyl)-3-ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane dissolved in 20 ml of dimethylformamide are dropwise added and the mixture is stirred at 40° to 50° C. for additional 6 to 7 hours. After cooling down saturated ammonium chloride solution is added to the reaction mixture under argon and the solvent is evaporated under reduced pressure. After taking up the evaporation residue in benzene and washing the benzene solution with water the solution is dried over anhydrous sodium sulfate and then evaporated under reduced pressure. The residue is recrystallized from ethanol to give the title product in 57.6% yield, m.p.: 122°-123° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05157038
Source datasetuspto-grants-1992_10
ORD IDord-8e1ca30638314fb582b79122538f1b75
Source noteuspto-grants-1992_10